#------------------------------------------------------------------------------
#$Date: 2016-03-23 14:49:44 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179308 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/05/4320584.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4320584
loop_
_publ_author_name
'Paolo Dapporto'
'Mauro Formica'
'Vieri Fusi'
'Luca Giorgi'
'Mauro Micheloni'
'Paola Paoli'
'Roberto Pontellini'
'Patrizia Rossi'
_publ_section_title
;
 Addition of Small Molecules by Zn(II) and Cu(II) Dinuclear Complexes
 Obtained by an Amino-Phenolic Ligand. Crystal Structures of the Dinuclear
 Zinc Complex Assembling Butanolate and Azide Anions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6186
_journal_page_last               6192
_journal_paper_doi               10.1021/ic0105415
_journal_volume                  40
_journal_year                    2001
_chemical_formula_moiety
;
   'C16 H31 N6 O 1-,(Zn 2+)2,N3 1-,(Cl O4 1-)2' ?
;
_chemical_formula_sum            'C16 H31 Cl2 N9 O9 Zn2'
_chemical_formula_weight         695.14
_chemical_name_systematic
;
   ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.35(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.460(3)
_cell_length_b                   12.814(3)
_cell_length_c                   14.875(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      30.
_cell_measurement_theta_min      15.
_cell_volume                     2657.9(10)
_computing_cell_refinement       XSCANS
_computing_data_collection       XSCANS
_computing_data_reduction        XPREP
_computing_molecular_graphics    'ORTEP (Johnson, 1971)'
_computing_publication_material  'PARST97 (Nardelli,1983)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (ALTOMARE, 1999)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Siemens FOUR CIRCLE P4'
_diffrn_measurement_method       theta/2theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Siemens Cu rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0608
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2137
_diffrn_reflns_theta_full        64.17
_diffrn_reflns_theta_max         64.17
_diffrn_reflns_theta_min         4.69
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.637
_exptl_absorpt_correction_type   refdelf
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.849
_refine_diff_density_min         -0.676
_refine_diff_density_rms         0.154
_refine_ls_extinction_coef       0.00022(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.629
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2137
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.629
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0575
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1789P)²+39.1744P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1585
_refine_ls_wR_factor_ref         0.1806
_reflns_number_gt                1762
_reflns_number_total             2137
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0105415_2.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4320584
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.57723(5) 0.19512(5) 0.69503(5) 0.0413(3) Uani 1 1 d . . .
Cl1 Cl 0.76313(11) 0.43633(14) 0.96692(12) 0.0656(5) Uani 1 1 d . . .
O1 O 0.5000 0.2965(4) 0.7500 0.0434(12) Uani 1 2 d S . .
O2 O 0.8255(9) 0.4580(11) 1.0524(7) 0.218(6) Uani 1 1 d . . .
O3 O 0.8194(9) 0.3782(10) 0.9287(8) 0.211(6) Uani 1 1 d . . .
O4 O 0.6882(6) 0.3791(11) 0.9665(15) 0.302(11) Uani 1 1 d . . .
O5 O 0.7335(6) 0.5274(6) 0.9158(7) 0.157(4) Uani 1 1 d . . .
N1 N 0.6243(3) 0.3197(3) 0.6208(3) 0.0422(10) Uani 1 1 d . . .
N2 N 0.5433(4) 0.1231(4) 0.5641(4) 0.0612(13) Uani 1 1 d . . .
H2A H 0.5839 0.0697 0.5645 0.065(5) Uiso 1 1 calc R . .
H2B H 0.4833 0.0975 0.5509 0.065(5) Uiso 1 1 calc R . .
N3 N 0.7176(4) 0.1950(4) 0.7765(4) 0.0609(14) Uani 1 1 d . . .
H3A H 0.7204 0.2209 0.8334 0.065(5) Uiso 1 1 calc R . .
H3B H 0.7406 0.1294 0.7833 0.065(5) Uiso 1 1 calc R . .
N4 N 0.5000 0.0918(5) 0.7500 0.0468(15) Uani 1 2 d S . .
N5 N 0.5000 -0.0056(6) 0.7500 0.065(2) Uani 1 2 d S . .
N6 N 0.5000 -0.0942(10) 0.7500 0.139(5) Uani 1 2 d S . .
C1 C 0.5000 0.4021(5) 0.7500 0.0352(15) Uani 1 2 d S . .
C2 C 0.5304(3) 0.4589(4) 0.6813(4) 0.0406(11) Uani 1 1 d . . .
C3 C 0.5313(4) 0.5662(4) 0.6844(4) 0.0481(13) Uani 1 1 d . . .
H3 H 0.5538 0.6029 0.6406 0.065(5) Uiso 1 1 calc R . .
C4 C 0.5000 0.6209(6) 0.7500 0.058(2) Uani 1 2 d S . .
H4 H 0.5000 0.6934 0.7500 0.065(5) Uiso 1 2 calc SR . .
C5 C 0.5532(4) 0.4060(4) 0.5996(4) 0.0449(12) Uani 1 1 d . . .
H5A H 0.4939 0.3787 0.5597 0.065(5) Uiso 1 1 calc R . .
H5B H 0.5766 0.4586 0.5641 0.065(5) Uiso 1 1 calc R . .
C6 C 0.6345(5) 0.2719(5) 0.5330(4) 0.0573(15) Uani 1 1 d . . .
H6A H 0.6942 0.2330 0.5453 0.065(5) Uiso 1 1 calc R . .
H6B H 0.6366 0.3263 0.4882 0.065(5) Uiso 1 1 calc R . .
C7 C 0.5509(6) 0.1994(6) 0.4929(5) 0.073(2) Uani 1 1 d . . .
H7A H 0.4920 0.2393 0.4735 0.065(5) Uiso 1 1 calc R . .
H7B H 0.5608 0.1635 0.4388 0.065(5) Uiso 1 1 calc R . .
C8 C 0.7182(4) 0.3526(5) 0.6828(4) 0.0507(13) Uani 1 1 d . . .
H8A H 0.7074 0.3998 0.7300 0.065(5) Uiso 1 1 calc R . .
H8B H 0.7541 0.3900 0.6464 0.065(5) Uiso 1 1 calc R . .
C9 C 0.7758(4) 0.2608(5) 0.7294(5) 0.0582(15) Uani 1 1 d . . .
H9A H 0.7959 0.2195 0.6833 0.065(5) Uiso 1 1 calc R . .
H9B H 0.8328 0.2852 0.7749 0.065(5) Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N4 80.51(17) . . ?
O1 Zn1 N3 108.96(17) . . ?
N4 Zn1 N3 108.73(15) . . ?
O1 Zn1 N2 129.89(16) . . ?
N4 Zn1 N2 93.95(17) . . ?
N3 Zn1 N2 119.7(2) . . ?
O1 Zn1 N1 90.84(15) . . ?
N4 Zn1 N1 165.82(14) . . ?
N3 Zn1 N1 84.65(18) . . ?
N2 Zn1 N1 82.94(19) . . ?
O1 Zn1 Zn1 39.99(10) . 2_656 ?
N4 Zn1 Zn1 40.52(13) . 2_656 ?
N3 Zn1 Zn1 115.04(18) . 2_656 ?
N2 Zn1 Zn1 117.86(15) . 2_656 ?
N1 Zn1 Zn1 129.90(12) . 2_656 ?
O4 Cl1 O3 106.4(11) . . ?
O4 Cl1 O2 117.2(12) . . ?
O3 Cl1 O2 100.5(7) . . ?
O4 Cl1 O5 109.4(6) . . ?
O3 Cl1 O5 111.6(8) . . ?
O2 Cl1 O5 111.4(8) . . ?
C1 O1 Zn1 129.99(10) . 2_656 ?
C1 O1 Zn1 129.99(10) . . ?
Zn1 O1 Zn1 100.0(2) 2_656 . ?
C6 N1 C8 112.1(4) . . ?
C6 N1 C5 110.2(4) . . ?
C8 N1 C5 112.8(4) . . ?
C6 N1 Zn1 105.3(3) . . ?
C8 N1 Zn1 104.7(3) . . ?
C5 N1 Zn1 111.4(3) . . ?
C7 N2 Zn1 109.6(4) . . ?
C9 N3 Zn1 108.2(3) . . ?
N5 N4 Zn1 130.52(13) . . ?
N5 N4 Zn1 130.52(13) . 2_656 ?
Zn1 N4 Zn1 99.0(3) . 2_656 ?
N6 N5 N4 180.000(3) . . ?
O1 C1 C2 120.9(3) . 2_656 ?
O1 C1 C2 120.9(3) . . ?
C2 C1 C2 118.1(6) 2_656 . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 C5 118.4(5) . . ?
C1 C2 C5 121.9(5) . . ?
C4 C3 C2 122.1(6) . . ?
C3 C4 C3 118.6(7) 2_656 . ?
N1 C5 C2 116.9(4) . . ?
N1 C6 C7 110.1(5) . . ?
N2 C7 C6 109.2(6) . . ?
N1 C8 C9 111.6(5) . . ?
N3 C9 C8 110.3(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.022(3) . ?
Zn1 N4 2.038(4) . ?
Zn1 N3 2.070(5) . ?
Zn1 N2 2.092(5) . ?
Zn1 N1 2.152(5) . ?
Zn1 Zn1 3.0979(14) 2_656 ?
Cl1 O4 1.308(9) . ?
Cl1 O3 1.336(9) . ?
Cl1 O2 1.379(9) . ?
Cl1 O5 1.396(7) . ?
O1 C1 1.353(8) . ?
O1 Zn1 2.022(3) 2_656 ?
N1 C6 1.485(7) . ?
N1 C8 1.486(7) . ?
N1 C5 1.487(7) . ?
N2 C7 1.466(9) . ?
N3 C9 1.491(8) . ?
N4 N5 1.248(10) . ?
N4 Zn1 2.038(4) 2_656 ?
N5 N6 1.136(14) . ?
C1 C2 1.415(6) 2_656 ?
C1 C2 1.415(6) . ?
C2 C3 1.376(7) . ?
C2 C5 1.502(8) . ?
C3 C4 1.371(7) . ?
C4 C3 1.371(7) 2_656 ?
C6 C7 1.516(10) . ?
C8 C9 1.500(8) . ?
